Tert-butyl 4-methoxycarbonyloxy-4-(2-phenylethynyl)piperidine-1-carboxylate | 185536-21-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: Tert-butyl 4-methoxycarbonyloxy-4-(2-phenylethynyl)piperidine-1-carboxylate
• CAS: 185536-21-4
• 化学式: C₂₀H₂₅NO₅
• 分子量: 359.422
• InChiKey: ULAMQYDHJQMMNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  lithium triethyl(1-methylindol-2-yl)borate 、 Tert-butyl 4-methoxycarbonyloxy-4-(2-phenylethynyl)piperidine-1-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 、 正己烷 、 正戊烷 为溶剂， 反应 0.5h， 生成 tert-butyl 4-[2-(1-methylindol-2-yl)-2-phenylvinylidene]piperidine-1-carboxylate
  参考文献：
  名称：

  A concise access to 2-allenylindole derivatives based on the palladium catalyzed cross-coupling reaction of indolylborates

  摘要：

  The palladium catalyzed cross-coupling reaction of trialky](indol-2-yl)borates with prop-2-ynyl carbonates was developed for the preparation of 2-allenylindole derivatives. When the reaction of indolyl-borates with tert-prop-2-ynyl carbonates was carried out. 2-allenylindoles were obtained solely. Otherwise, indolylborates reacted with sec-prop-2-ynyl carbonates, giving rise to 2-allenylindoles and/or 3-(prop-2-ynyl)indoles depending on the catalyst used. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00861-8
• 作为产物：
  描述：

  N-叔丁氧羰基-4-哌啶酮 、 氯甲酸甲酯 、 苯乙炔 在 正丁基锂 作用下， 以 正己烷 为溶剂， 生成 Tert-butyl 4-methoxycarbonyloxy-4-(2-phenylethynyl)piperidine-1-carboxylate
  参考文献：
  名称：

  A concise access to 2-allenylindole derivatives based on the palladium catalyzed cross-coupling reaction of indolylborates

  摘要：

  The palladium catalyzed cross-coupling reaction of trialky](indol-2-yl)borates with prop-2-ynyl carbonates was developed for the preparation of 2-allenylindole derivatives. When the reaction of indolyl-borates with tert-prop-2-ynyl carbonates was carried out. 2-allenylindoles were obtained solely. Otherwise, indolylborates reacted with sec-prop-2-ynyl carbonates, giving rise to 2-allenylindoles and/or 3-(prop-2-ynyl)indoles depending on the catalyst used. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00861-8

文献信息

• A novel one-pot route to cyclopenta [b]indole via the palladium-catalysed carbonylative cross-coupling reaction of indolylborate with prop-2-ynyl carbonate
  作者：Minoru Ishikura、Yukinori Matsuzaki、Isao Agata

  DOI：10.1039/cc9960002409

  日期：——

  A novel one-pot protocol for the formation of cyclopenta[b]indole is developed via the palladium catalysed carbonylative cross-coupling reaction.

  通过钯催化的羰基交叉偶联反应，开发出一种新颖的单锅法生成环戊并[b]吲哚。
• A concise access to 2-allenylindole derivatives based on the palladium catalyzed cross-coupling reaction of indolylborates
  作者：Minoru Ishikura、Yukinori Matsuzaki、Isao Agata、Nobuya Katagiri

  DOI：10.1016/s0040-4020(98)00861-8

  日期：1998.11

  The palladium catalyzed cross-coupling reaction of trialky](indol-2-yl)borates with prop-2-ynyl carbonates was developed for the preparation of 2-allenylindole derivatives. When the reaction of indolyl-borates with tert-prop-2-ynyl carbonates was carried out. 2-allenylindoles were obtained solely. Otherwise, indolylborates reacted with sec-prop-2-ynyl carbonates, giving rise to 2-allenylindoles and/or 3-(prop-2-ynyl)indoles depending on the catalyst used. (C) 1998 Elsevier Science Ltd. All rights reserved.